Total Syntheses of (-)-Huperzine Q and (+)-Lycopladines B and C

被引：52

作者：

Hong, Benke ^{[1
,2
]}

Li, Houhua ^{[2
]}

Wu, Jinbao ^{[1
,2
]}

Zhang, Jing ^{[1
,2
]}

Lei, Xiaoguang ^{[2
,3
,4
]}

机构：

[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China

[2] NIBS, Beijing 102206, Peoples R China

[3] Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Dept Chem Biol,Coll Chem & Mol Engn,S, Beijing 100871, Peoples R China

[4] Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 03期

关键词：

alkaloids; epoxyamines; metathesis; natural products; total synthesis; LYCOPODIUM ALKALOIDS; CARBONYL OLEFINATION; FUNCTIONAL-GROUP; RECENT PROGRESS; ENOL ETHERS; ALKENES; EPOXYAMINES; REAGENTS; FAWCETTIMINE; METATHESIS;

D O I：

10.1002/anie.201409503

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Utilizing a late-stage enamine bromofunctionalization strategy, the twelve-step total synthesis of (-)-huperzine Q was accomplished. Furthermore, the first total syntheses of (+)-lycopladines B and C are described. An unprecedented X-ray crystal structure of an unusual epoxyamine intermediate is also reported, and the synthetic application of this intermediate in natural product synthesis is demonstrated.

引用

页码：1011 / 1015

页数：5

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